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Compound containing condensed aryl group and organic electroluminescent device thereof

A compound and aryl technology, applied in the field of optoelectronic materials, can solve the problems of holes and electrons that cannot be combined, have no hole blocking effect, and unbalanced carrier injection, so as to improve the luminous efficiency, improve the light extraction efficiency, The effect of improving luminous efficiency and lifespan

Pending Publication Date: 2021-12-03
CHANGCHUN HYPERIONS TECH CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, the hole mobility of hole transport materials used in OLEDs is generally much greater than the electron mobility of electron transport materials, resulting in the inability of holes and electrons to recombine well in the light-emitting layer. The blocking effect leads to the unbalanced injection of carriers. On the other hand, the total reflection of light at the interface of the device leads to problems such as low light extraction efficiency, which affects the luminous efficiency of the device; in order to improve the organic electroluminescent device. Luminous efficiency, prolonging the life of the device, so it is an urgent problem to design good electron transport materials, hole blocking materials and covering layer materials

Method used

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  • Compound containing condensed aryl group and organic electroluminescent device thereof
  • Compound containing condensed aryl group and organic electroluminescent device thereof
  • Compound containing condensed aryl group and organic electroluminescent device thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0120] Preparation of intermediate 1-1:

[0121] Under nitrogen protection, a-1 (302.60mmol, 92.96g), b-1 (300.00mmol, 46.91g), Pd(PPh 3 ) 4 (2.30mmol, 2.66g) and 900mL of toluene, 300mL of ethanol were added to the reaction flask, the mixture was stirred, followed by 300mL of 2M K 2 CO 3 The aqueous solution was injected into the above solution through a syringe, and the reaction was refluxed for 2 hours. After the reaction was completed and cooled down to room temperature, the filter cake was obtained by suction filtration, and the filter cake was rinsed with ethanol. Finally, the filter cake was recrystallized with toluene / ethanol=10:3 to obtain intermediate 1-1 (83.35 g, yield 82%); HPLC purity ≥ 99.46%. Mass Spectrum m / z: 338.0873 (Theoretical: 338.0862).

[0122] Preparation of intermediate 1-2:

[0123] Under nitrogen protection, intermediate 1-1 (220.00 mmol, 74.54 g), d-1 (230.00 mmol, 58.41 g) and KOAc (450.00 mmol, 44.16 g) were dissolved in anhydrous dioxane ...

Embodiment 33

[0217] [Example 33] triplet energy level test

[0218] Test samples: the compounds prepared in the synthesis examples of the present invention and comparative compounds 1-3.

[0219] Test instrument: fluorescence spectrophotometer (Hitachi F-4600).

[0220] Test conditions: Toluene is the solvent, the concentration is 2×10 -5 mol / L, the temperature is -78°C. The triplet energy level (T 1 ), the calculation results are shown in Table 1:

Embodiment 34

[0221] [Example 34] Glass transition temperature test

[0222] Test samples: compounds prepared in the synthesis examples of the present invention and comparative compounds 1-4.

[0223] Test instrument: DSC 25 differential scanning calorimeter (TA company in the United States);

[0224] Test conditions: The test atmosphere is nitrogen, the flow rate of nitrogen is 50mL / min; the heating rate is 10°C / min, and the temperature range is 50-350°C. The glass transition temperature (Tg) test results are shown in Table 1:

[0225] Table 1:

[0226]

[0227] As can be seen from Table 1, compared with comparative compound 1, comparative compound 2 and comparative compound 4, the compound of the present invention has a higher glass transition temperature, and the thermal stability and film-forming property of the material are improved. In the electroluminescent device, the service life of the device can be extended; on the other hand, compared with the comparative compounds 1-3, th...

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Abstract

The invention provides a compound containing a fused aryl group and an organic electroluminescent device thereof, and relates to the technical field of photoelectric materials. The compound provided by the invention has high electron mobility, is easy to transport electrons, can balance hole and electron transport, has high triplet state energy level and wide energy gap, and can limit excitons in a luminescent layer, thereby improving the luminous efficiency and service life of the organic electroluminescent device. On the other hand, after the bridging group L0 is introduced, the glass transition temperature and the refractive index of the compound are improved, the film forming property and the thermal stability of the material after evaporation film forming are improved, and when the compound is applied to the organic electroluminescent device, the luminous efficiency of the organic electroluminescent device can be improved, and the service life of the organic electroluminescent device can be prolonged.

Description

technical field [0001] The invention relates to the technical field of photoelectric materials, in particular to a compound containing condensed aryl groups and its application in organic electroluminescent devices. Background technique [0002] Organic Light-Emitting Diode (OLED) refers to the ITO glass transparent electrode and metal electrode as the anode and cathode of the device, respectively, under a certain voltage drive, electrons and holes are injected from the cathode and anode to the electron and The hole transport layer then migrates to the light-emitting layer respectively, where they meet to form excitons to excite the light-emitting molecules, and the latter emit visible light after radiation. OLED has many advantages such as low operating voltage, high brightness, high efficiency, high contrast, thin thickness, light weight, wide viewing angle, wide operating temperature range, simple process, and can be fabricated on a flexible substrate. OLED and traditiona...

Claims

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Application Information

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IPC IPC(8): C07D263/57C07D263/60C07D277/66C07D413/04C07D413/10C07D413/14C07D417/04C07D417/10C07D417/14C07D471/04C07D495/04H01L51/54H01L51/50H01L51/52
CPCC07D263/57C07D263/60C07D471/04C07D413/10C07D413/04C07D413/14C07D277/66C07D417/04C07D417/14C07D417/10C07D495/04H10K85/622H10K85/615H10K85/626H10K85/654H10K85/6572H10K85/657H10K50/18H10K50/16H10K50/85
Inventor 李梦茹苗玉鹤孙月陆影
Owner CHANGCHUN HYPERIONS TECH CO LTD
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